Synthesis and redox catalysis of Carbodiphosphorane ligated stannylene

Abstract Heavier group 14 carbene analogues, exhibiting transition-metal-like behavior, display remarkable capability for small molecule activation and coordination chemistry. However, their application in redox catalysis remains elusive. In this paper, we report the synthesis and isolation of a sta...

Full description

Saved in:
Bibliographic Details
Main Authors: Zhuchunguang Liu, Zhijun Wang, Huan Mu, Yihan Zhou, Jiliang Zhou, Zhaowen Dong
Format: Article
Language:English
Published: Nature Portfolio 2024-11-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-024-54321-y
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1846165031385825280
author Zhuchunguang Liu
Zhijun Wang
Huan Mu
Yihan Zhou
Jiliang Zhou
Zhaowen Dong
author_facet Zhuchunguang Liu
Zhijun Wang
Huan Mu
Yihan Zhou
Jiliang Zhou
Zhaowen Dong
author_sort Zhuchunguang Liu
collection DOAJ
description Abstract Heavier group 14 carbene analogues, exhibiting transition-metal-like behavior, display remarkable capability for small molecule activation and coordination chemistry. However, their application in redox catalysis remains elusive. In this paper, we report the synthesis and isolation of a stannylene with carbodiphosphorane ligand. The nucleophilic reactivity at the divalent tin center is elucidated by computational and reactivity studies. Moreover, this stannylene exhibits catalytic activity in the hydrodefluorination reaction of fluoroarenes. Mechanistic investigations into the elementary steps confirm a SnII/SnIV redox cycle involving C–F oxidative addition, F/H ligand metathesis, and C–H reductive elimination. This low-valent SnII catalytic system resembles the classical transition metal catalysis. Notably, this represents metallomimetic redox catalysis utilizing carbene analogue with heavier group 14 element as a catalyst.
format Article
id doaj-art-2c37e36936da489fb96c348ef15f61d6
institution Kabale University
issn 2041-1723
language English
publishDate 2024-11-01
publisher Nature Portfolio
record_format Article
series Nature Communications
spelling doaj-art-2c37e36936da489fb96c348ef15f61d62024-11-17T12:37:13ZengNature PortfolioNature Communications2041-17232024-11-011511810.1038/s41467-024-54321-ySynthesis and redox catalysis of Carbodiphosphorane ligated stannyleneZhuchunguang Liu0Zhijun Wang1Huan Mu2Yihan Zhou3Jiliang Zhou4Zhaowen Dong5Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan UniversityKey Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan UniversityKey Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan UniversityKey Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan UniversityKey Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan UniversityKey Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan UniversityAbstract Heavier group 14 carbene analogues, exhibiting transition-metal-like behavior, display remarkable capability for small molecule activation and coordination chemistry. However, their application in redox catalysis remains elusive. In this paper, we report the synthesis and isolation of a stannylene with carbodiphosphorane ligand. The nucleophilic reactivity at the divalent tin center is elucidated by computational and reactivity studies. Moreover, this stannylene exhibits catalytic activity in the hydrodefluorination reaction of fluoroarenes. Mechanistic investigations into the elementary steps confirm a SnII/SnIV redox cycle involving C–F oxidative addition, F/H ligand metathesis, and C–H reductive elimination. This low-valent SnII catalytic system resembles the classical transition metal catalysis. Notably, this represents metallomimetic redox catalysis utilizing carbene analogue with heavier group 14 element as a catalyst.https://doi.org/10.1038/s41467-024-54321-y
spellingShingle Zhuchunguang Liu
Zhijun Wang
Huan Mu
Yihan Zhou
Jiliang Zhou
Zhaowen Dong
Synthesis and redox catalysis of Carbodiphosphorane ligated stannylene
Nature Communications
title Synthesis and redox catalysis of Carbodiphosphorane ligated stannylene
title_full Synthesis and redox catalysis of Carbodiphosphorane ligated stannylene
title_fullStr Synthesis and redox catalysis of Carbodiphosphorane ligated stannylene
title_full_unstemmed Synthesis and redox catalysis of Carbodiphosphorane ligated stannylene
title_short Synthesis and redox catalysis of Carbodiphosphorane ligated stannylene
title_sort synthesis and redox catalysis of carbodiphosphorane ligated stannylene
url https://doi.org/10.1038/s41467-024-54321-y
work_keys_str_mv AT zhuchunguangliu synthesisandredoxcatalysisofcarbodiphosphoraneligatedstannylene
AT zhijunwang synthesisandredoxcatalysisofcarbodiphosphoraneligatedstannylene
AT huanmu synthesisandredoxcatalysisofcarbodiphosphoraneligatedstannylene
AT yihanzhou synthesisandredoxcatalysisofcarbodiphosphoraneligatedstannylene
AT jiliangzhou synthesisandredoxcatalysisofcarbodiphosphoraneligatedstannylene
AT zhaowendong synthesisandredoxcatalysisofcarbodiphosphoraneligatedstannylene